(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

Base Information

Chemical Name:(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate
CAS No.:904916-30-9
Molecular Formula:C₂₉H₂₆Cl₂N₂O₄S₂
Molecular Weight:601.574
Hs Code.:

Synonyms:(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

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Chemical Property of (+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

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Technology Process of (+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

There total 10 articles about (+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 3-(2-Amino-1-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-ethylsulfanyl)-propionic acid methyl ester

: 98-60-2
4-chlorobenzenesulfonyl chloride

: 904916-30-9
(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

Guidance literature:: With triethylamine; In 1,2-dichloro-ethane; at 5 ℃; for 12h;
DOI:10.1248/cpb.54.603

Reference yield:

: 203940-17-4
methyl 3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoate

: 904916-30-9
(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

Guidance literature:: Multi-step reaction with 9 steps

1: aq. NaOH / tetrahydrofuran; methanol / 3 h / 40 °C

2: 93 percent / K₂CO₃*1.5H₂O; diphenylphosphoryl azide / dimethylformamide / 20 h / 20 °C

3: 98 percent / aq. HCl / ethanol / 6 h / Heating

4: 55 percent / sodium borohydride; potassium carbonate / ethanol / 1 h / 20 °C

5: 18.8 g / toluene / 3 h / 160 °C / 3 Torr

6: 19.0 g / pyridine / 1,2-dichloro-ethane / 12 h / 20 °C

7: 15 percent / cesium carbonate / dimethylsulfoxide / 1 h / 20 °C

8: methylhydrazine / ethanol; dioxane / 7 h / Heating

9: triethylamine / 1,2-dichloro-ethane / 12 h / 5 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; diphenylphosphoranyl azide; potassium carbonate; caesium carbonate; triethylamine; methylhydrazine; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.54.603

Reference yield:

: 203940-21-0
(+/-)-2-amino-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethanol

: 904916-30-9
(+/-)-methyl 3-[(2-{4-chlorophenylsulfonylamino}-1-{3-[(E)-2-(7-chloro-2-quinolyl)vinyl]phenyl}ethyl)thio]propanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 18.8 g / toluene / 3 h / 160 °C / 3 Torr

2: 19.0 g / pyridine / 1,2-dichloro-ethane / 12 h / 20 °C

3: 15 percent / cesium carbonate / dimethylsulfoxide / 1 h / 20 °C

4: methylhydrazine / ethanol; dioxane / 7 h / Heating

5: triethylamine / 1,2-dichloro-ethane / 12 h / 5 °C

With pyridine; caesium carbonate; triethylamine; methylhydrazine; In 1,4-dioxane; ethanol; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene;
DOI:10.1248/cpb.54.603